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Diindolylmethane

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https://www.readbyqxmd.com/read/29135091/remarkably-higher-efficacy-and-a-wider-safety-window-for-nonfrontline-over-first-line-drug-combinations-in-the-adenocarcinoma-colo-320dm-cell-line
#1
Elsa N Garza-Trevino, Martha S Rodriguez-Gonzalez, Paulina Delgado Gonzalez, Yesenia G Alonso-Cruz, Yesenia G Alonso-Cruz, Adolfo Soto-Dominguez, Juan F Gonzalez Guerrero, Yanko Castro-Govea, Emiliano Michel Sanchez, Salvador Said Fernandez, Herminia G Martinez-Rodriguez
PURPOSE: To determine in vitro, the efficacy and safety window of not-front-line and first-line anti-colorectal (CRC) drug combinations. METHODS: The adenocarcinoma cell line Colo 320DM and normal human mesenchymal stem cells derived from adipose tissue were used respectively to determine the anti-CRC efficacy (% of Colo 320DM cell death [CD]) and safety window [SW] - % Colo 320DM percent cancer death (PCD)/% of mesenchymal stem cell's death) of drug combinations, using the adenosine triphosphate-based chemotherapy response assay (ATP-CRA)...
September 2017: Journal of B.U.ON.: Official Journal of the Balkan Union of Oncology
https://www.readbyqxmd.com/read/29116072/-treatment-with-anti-cancer-agents-results-in-profound-changes-in-lncrna-expression-in-colon-cancer-cells
#2
O L Zinovieva, E N Grineva, M M Prokofjeva, D S Karpov, G S Krasnov, V S Prassolov, T D Mashkova, N A Lisitsyn
Using real-time RT-PCR in combination with bioinformatics, we have shown for the first time that the treatment of HCT-116 and HT-29 colon cancer cells with two anti-cancer agents (doxycycline or 3,3'-diindolylmethane) results in profound changes in the intracellular content of several lncRNAs (by up to 100 times). Since many of these RNAs are secreted by tumors into the bloodstream, the obtained results provide a basis for developing more sensitive protocols for serological monitoring of tumor relapse and metastasis, as well as for search of new anti-cancer drugs...
September 2017: Molekuliarnaia Biologiia
https://www.readbyqxmd.com/read/29039759/a-dft-study-of-the-geometrical-spectroscopical-and-reactivity-properties-of-diindolylmethane-phenylboronic-acid-hybrids
#3
Amira Jalil Fragoso-Medina, René Gerardo Escobedo-González, María Inés Nicolás-Vázquez, Gabriel Arturo Arroyo-Razo, María Olivia Noguez-Córdova, René Miranda-Ruvalcaba
The structure of the ortho-, meta- and para- hybrid diindolylmethane-phenylboronic acids and their interactions were optimized with by a quantum chemical method, using density functional theory at the (DFT) level. Thus, infrared bands were assigned based on the scaled theoretical wavenumbers by correlating the respective experimental data of the molecules. In addition, the corresponding ¹H-/(13)C-/(11)B-NMR experimental and theoretical chemical shifts were correlated. The target molecules showed a poor treatment of the OH shifts in the GIAO method due to the absence of explicit solvent effects in these calculations; therefore, they were explicitly considered with acetone molecules...
October 17, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/29039568/3-3-%C3%A2-diindolylmethane-attenuates-cardiomyocyte-hypoxia-by-modulating-autophagy-in-h9c2-cells
#4
Kai Liang, Wen-Hao Qian, Jing Zong
Autophagy is activated in the ischemic heart and is a process that is essential for survival, differentiation, development and homeostasis. 3,3'‑Diindolylmethane (DIM) is a natural product of the acid‑catalyzed condensation of indole‑3‑carbinol in cruciferous vegetables. Numerous studies have suggested that DIM has various pharmacological effects, including antioxidant, antitumor, anti‑angiogenic and anti‑apoptotic properties. However, the function of DIM on hypoxia‑induced cardiac injury remains to be elucidated...
December 2017: Molecular Medicine Reports
https://www.readbyqxmd.com/read/29029435/anti-sstr2-peptide-based-targeted-delivery-of-potent-plga-encapsulated-3-3-diindolylmethane-nanoparticles-through-blood-brain-barrier-prevents-glioma-progression
#5
Arijit Bhowmik, Sayak Chakravarti, Aparajita Ghosh, Rajni Shaw, Suman Bhandary, Satyaranjan Bhattacharyya, Parimal C Sen, Mrinal K Ghosh
Current therapy for Glioblastoma is insufficient because of the presence of blood brain barrier. It limits the transport of essential drugs to the tumor sites. To overcome this limitation we strategized the delivery of an anticancer compound 3,3'-diindolylmethane by encapsulation in poly (lactic-co-glycolic acid) nanoparticles. These nanoparticles were tagged with a novel peptide against somatostatin receptor 2 (SSTR2), a potential target in glioma. The nanoformulation (27-87nm) had loading and encapsulation efficiency of 7...
September 12, 2017: Oncotarget
https://www.readbyqxmd.com/read/29017096/enhancing-mir-132-expression-by-aryl-hydrocarbon-receptor-attenuates-tumorigenesis-associated-with-chronic-colitis
#6
Abdullah M Alzahrani, Hamza Hanieh, Hairul-Islam Mohamed Ibrahim, Omar Mohafez, Tamer Shehata, Mohammad Bani Ismail, Manal Alfwuaires
BACKGROUND: Chronic inflammation in ulcerative colitis (UC) patients is the major risk factor for colitis-associated colon cancer (CAC). Recent evidences have shown that microRNAs (miRNAs) are implicated in CAC pathogenesis. However, the interaction of miRNAs with the transcription factors that alleviate CAC has not been reported. METHODS: 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) or 3,3'-diindolylmethane (DIM) were used to activate aryl hydrocarbon receptor (Ahr) in azoxymethane (AOM)/dextran sodium sulfate (DSS)-induced CAC in mice...
October 7, 2017: International Immunopharmacology
https://www.readbyqxmd.com/read/28934926/irs-1-py612-and-akt-1-pkb-pt308-phosphorylation-and-antiinflammatory-effect-of-diindolylmethane-in-adipocytes-cocultured-with-macrophages
#7
Alfonso López-Vázquez, Jesús Garcia-Bañuelos, Angélica González-Garibay, Pedro Urzúa-Lozano, Susana Del Toro-Arreola, Miriam R Bueno-Topete, Sergio Sánchez-Enríquez, José Muñoz-Valle, Luis Jave-Suárez, Juan Armendáriz-Borunda, Blanca E Bastidas-Ramirez
BACKGROUND: 3,3'-Diindolylmethane (DIM) is a condensation product of indole-3-carbinol, a glucosinolate naturally occurring in Brassica genus vegetables. The antiinflammatory properties of DIM through the inhibition of NF-κB, as well as its ameliorating effects on glucose tolerance and hyperglicemic states, have been described. A subclinical proinflammatory profile resultant from the interaction of adipocytes and macrophages have been reported in obesity, affecting the insulin signaling pathway, contributing to insulin resistance...
September 21, 2017: Medicinal Chemistry
https://www.readbyqxmd.com/read/28923415/diindolylmethane-and-its-halogenated-derivatives-induce-protective-autophagy-in-human-prostate-cancer-cells-via-induction-of-the-oncogenic-protein-aeg-1-and-activation-of-amp-activated-protein-kinase-ampk
#8
Hossam Draz, Alexander A Goldberg, Vladimir I Titorenko, Emma S Tomlinson Guns, Stephen H Safe, J Thomas Sanderson
3,3'-Diindolylmethane (DIM) and its synthetic halogenated derivatives 4,4'-Br2- and 7,7'-Cl2DIM (ring-DIMs) have recently been shown to induce protective autophagy in human prostate cancer cells. The mechanisms by which DIM and ring-DIMs induce autophagy have not been elucidated. As DIM is a mitochondrial ATP-synthase inhibitor, we hypothesized that DIM and ring-DIMs induce autophagy via alteration of intracellular AMP/ATP ratios and activation of AMP-activated protein kinase (AMPK) signaling in prostate cancer cells...
December 2017: Cellular Signalling
https://www.readbyqxmd.com/read/28922986/attenuation-of-doxorubicin-induced-cardiotoxicity-and-genotoxicity-by-an-indole-based-natural-compound-3-3-diindolylmethane-dim-through-activation-of-nrf2-are-signaling-pathways-and-inhibiting-apoptosis
#9
Subhadip Hajra, Abhishek Basu, Somnath Singha Roy, Arup Ranjan Patra, Sudin Bhattacharya
The most crucial complication related to doxorubicin (DOX) therapy is nonspecific cytotoxic effect on healthy normal cells. The clinical use of this broad-spectrum chemotherapeutic agent is restricted due to development of severe form of cardiotoxicity, myelosuppression, and genotoxicity which interfere with therapeutic schedule, compromise treatment outcome and may lead to secondary malignancy. 3,3'-diindolylmethane (DIM) is a naturally occurring plant alkaloid formed by the hydrolysis of indolylmethyl glucosinolate (glucobrassicin)...
October 2017: Free Radical Research
https://www.readbyqxmd.com/read/28873713/bioavailability-and-new-biomarkers-of-cruciferous-sprouts-consumption
#10
Nieves Baenas, Clara Suárez-Martínez, Cristina García-Viguera, Diego A Moreno
The evaluation of the bioavailability of bioactive compounds from cruciferous foods is one challenge in the design of clinical trials for studying their functionality. Currently, studies of bioavailability are mainly based of the analysis of total isothiocyanates and indoles, and sulforaphane metabolites after broccoli consumption. However, as far as we are aware, there are not any biomarkers studied or established for the intake of radish sprouts. In this work, a 7-days-cross-over study with fourteen women was undertaken to compare the bioavailability of glucosinolates from broccoli and radish sprouts...
October 2017: Food Research International
https://www.readbyqxmd.com/read/28844962/inhibitory-effects-of-3-3-diindolylmethane-on-epithelial-mesenchymal-transition-induced-by-endocrine-disrupting-chemicals-in-cellular-and-xenograft-mouse-models-of-breast-cancer
#11
Geum-A Lee, Kyung-A Hwang, Kyung-Chul Choi
As a phytoestrogen, 3,3'-diindolylmethane (DIM) plays a chemopreventive role by inhibiting cancer progression. In this study, we examined the effects of 17β-estradiol (E2), two endocrine disrupting chemicals (EDCs), triclosan (TCS) and bisphenol A (BPA), and DIM on epithelial-mesenchymal transition (EMT) and metastatic behaviors of estrogen receptor (ER)-positive MCF-7 breast cancer cells. An in vitro assay revealed that E2 (10(-9) M), TCS (10(-5)-10(-7) M), and BPA (10(-5)-10(-7) M) induced MCF-7 cell proliferation compared to a control through the ER pathway...
August 24, 2017: Food and Chemical Toxicology
https://www.readbyqxmd.com/read/28841784/regulation-of-microrna-using-promising-dietary-phytochemicals-possible-preventive-and-treatment-option-of-malignant-mesothelioma
#12
REVIEW
Md Abu Sayeed, Massimo Bracci, Guendalina Lucarini, Raffaella Lazzarini, Roberto Di Primio, Lory Santarelli
Malignant mesothelioma (MM) is a very aggressive, lethal cancer, and its incidence is increasing worldwide. Development of multi-drug resistance, therapy related side-effects, and disease recurrence after therapy are the major problems for the successful treatment of MM. Emerging evidence indicates that dietary phytochemicals can exert anti-cancer activities by regulating microRNA expression. Until now, only one dietary phytochemical (ursolic acid) has been reported to have MM microRNA regulatory ability. A large number of dietary phytochemicals still remain to be tested...
October 2017: Biomedicine & Pharmacotherapy, Biomédecine & Pharmacothérapie
https://www.readbyqxmd.com/read/28792550/a-one-pot-synthesis-of-2-2-disubstituted-diindolylmethanes-dims-via-a-sequential-sonogashira-coupling-and-cycloisomerization-c3-functionalization-of-2-iodoanilines
#13
Anirban Kayet, Vinod K Singh
A Pd(ii)-Ag(i) catalyzed highly efficient synthesis of diindolylmethane has been developed. This transformation consists of a one-pot sequential Sonogashira coupling (and desilylation) followed by cycloisomerization/C3-functionalization of 2-iodoanilines. Six new bonds (four C-C and two C-N) are formed in a one-pot fashion. A variety of diindolylmethanes were obtained in excellent yields (up to 94%) under mild reaction conditions and this strategy is amenable to gram scale synthesis also. The products were transformed into various synthetically useful compounds...
August 23, 2017: Organic & Biomolecular Chemistry
https://www.readbyqxmd.com/read/28763232/metal-free-multiple-carbon-carbon-and-carbon-hydrogen-bond-activations-via-charge-switching-mechanism-in-unstrained-diindolylmethanes
#14
Chandrasekhar Challa, Sunil Varughese, Cherumuttathu H Suresh, Ravi S Lankalapalli
A transformation of the unstrained phenol substituted 3,3'-diindolylmethanes (DIPMs) to 2,3'-diindolylketones (DIKs) by double C-C single bond cleavage with associated rearrangements, triggered by phenyliodine(III) diacetate (PIDA), is reported. Density functional theory studies reveal a mechanism involving multiple "charge-switching" steps by synergistic involvement of the two indole units with overall low activation energy. The indole 'charge-switching' mechanism in DIPMs was further extended toward synthesis of a natural product motif cyclohepta[b]indole from biaryl appended DIBM...
August 1, 2017: Organic Letters
https://www.readbyqxmd.com/read/28738586/development-of-a-solid-phase-extraction-method-with-simple-mekc-uv-analysis-for-simultaneous-detection-of-indole-metabolites-in-human-urine-after-administration-of-indole-dietary-supplement
#15
Apichai Phonchai, Prapin Wilairat, Rattikan Chantiwas
This work presents the development of a solid phase extraction method with simple MEKC-UV analysis for the simultaneous determination of indole-3-carbinol (I3C) and its metabolites (3, 3'-diindolylmethane (DIM), indole-3-carboxaldehyde (I3CAL), indole-3-acetonitrile (I3A)) in human urine after oral administration of an indole dietary supplement. Solid phase extraction (SPE) method was applied for the first time for simultaneous analysis of these indole metabolites. The MEKC separation method was developed in a previous work...
November 1, 2017: Talanta
https://www.readbyqxmd.com/read/28700334/anti-sstr2-peptide-based-targeted-delivery-of-potent-plga-encapsulated-3-3%C3%A2-diindolylmethane-nanoparticles-through-blood-brain-barrier-prevents-glioma-progression
#16
Stelitano Debora, Peche Leticia Yamila, Dalla Emiliano, Monte Martin, Piazza Silvano, Schneider Claudio
GTSE1 over-expression has been reported as a potential marker for metastasis in various types of malignancies, including breast cancer. Despite this, the transcriptional regulation of this protein and the causes of its misregulation in tumors remain largely unknown. The aims of this work were to elucidate how GTSE1 is regulated at the transcriptional level and to clarify the mechanism underlying GTSE1-dependent cell functions in triple-negative breast cancer (TNBC).Here, we identified GTSE1 as a novel target gene of the TEAD4 transcription factor, highlighting a role for the YAP and TAZ coactivators in the transcriptional regulation of GTSE1...
June 27, 2017: Oncotarget
https://www.readbyqxmd.com/read/28671563/dose-dependent-responses-of-i3c-and-dim-on-t-cell-activation-in-the-human-t-lymphocyte-jurkat-cell-line
#17
Man Liu, Rumana Yasmeen, Naomi K Fukagawa, Liangli Yu, Young S Kim, Thomas T Y Wang
Indole-3-carbinol (I3C) and its dimer diindolylmethane (DIM) are bioactive metabolites of a glucosinolate, glucobrassicin, found in cruciferous vegetables. Both I3C and DIM have been reported to possess pro-apoptotic, anti-proliferative and anti-carcinogenic properties via modulation of immune pathways. However, results from these studies remain inconclusive since they lack thorough evaluation of these bioactives' physiological versus pharmacological effects. In the present study, we investigated I3C and DIM's dose-dependent effects on cytokines production in human T lymphocytes Jurkat cell line (Clone E6-1)...
July 1, 2017: International Journal of Molecular Sciences
https://www.readbyqxmd.com/read/28666018/indole-3-carbinol-a-plant-nutrient-and-ahr-ligand-precursor-supports-oral-tolerance-against-ova-and-improves-peanut-allergy-symptoms-in-mice
#18
Christiane Hammerschmidt-Kamper, Daniel Biljes, Katja Merches, Irina Steiner, Thomas Daldrup, Marianne Bol-Schoenmakers, Raymond H H Pieters, Charlotte Esser
In general, dietary antigens are tolerated by the gut associated immune system. Impairment of this so-called oral tolerance is a serious health risk. We have previously shown that activation of the ligand-dependent transcription factor aryl hydrocarbon receptor (AhR) by the environmental pollutant 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) affects both oral tolerance and food allergy. In this study, we determine whether a common plant-derived, dietary AhR-ligand modulates oral tolerance as well. We therefore fed mice with indole-3-carbinole (I3C), an AhR ligand that is abundant in cruciferous plants...
2017: PloS One
https://www.readbyqxmd.com/read/28659310/dna-methyltransferase-1-induces-dedifferentiation-of-pancreatic-cancer-cells-through-silencing-of-kr%C3%A3-ppel-like-factor-4-expression
#19
Victoria K Xie, Zhiwei Li, Yongmin Yan, Zhiliang Jia, Xiangsheng Zuo, Zhenlin Ju, Jing Wang, Jiawei Du, Dacheng Xie, Keping Xie, Daoyan Wei
Purpose: The dismal prognosis of pancreatic cancer has been linked to poor tumor differentiation. However, molecular basis of pancreatic cancer differentiation and potential therapeutic value of the underlying molecules remain unknown. We investigated the mechanistic underexpression of Krüppel-like factor 4 (KLF4) in pancreatic cancer and defined a novel epigenetic pathway of its activation for pancreatic cancer differentiation and treatment.Experimental Design: Expressions of KLF4 and DNMT1 in pancreatic cancer tissues were determined by IHC and the genetic and epigenetic alterations of KLF4 in and KLF4's impact on differentiation of pancreatic cancer were examined using molecular biology techniques...
September 15, 2017: Clinical Cancer Research: An Official Journal of the American Association for Cancer Research
https://www.readbyqxmd.com/read/28596013/two-likely-targets-for-the-anti-cancer-effect-of-indole-derivatives-from-cruciferous-vegetables-pi3k-akt-mtor-signalling-pathway-and-the-aryl-hydrocarbon-receptor
#20
REVIEW
Ada Popolo, Aldo Pinto, Maria Daglia, Seyed Fazel Nabavi, Ammad Ahmad Farooqi, Luca Rastrelli
Diets containing high quantities of plant foods are linked with a decreased likelihood of incidence of cancer. Several common plant-based dietary components exert effects on DNA methylation levels, and can positively influence genome stability and the transcription of tumor suppressors and oncogenes. Indole-3-carbinol (I3C) is a substance present in vegetables of the Brassicaeae family, especially broccoli, white cabbage, Brussels sprouts and cauliflower. The in vivo biological effects of I3C are ascribed to a series of oligomeric products (including 3,3'-diindolylmethane), developed under acidic conditions...
June 12, 2017: Seminars in Cancer Biology
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